Family-friendly holiday rentals in Clackamas County

Beautiful, Magical, Treehouse

"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Country Living in a Forest Setting

Come stay in your own cozy, rustic mini apartment, a little over 25 minutes from the Portland suburbs, and about 45 minutes from downtown Portland. Our home sits on two wooded acres. You'll have a private deck, private bathroom, private entrance, and private living space. There is a queen bed in the bedroom and a futon/sofa in the living area that makes a twin-size bed. Check-in time is after 4 pm. Early check-in is possible, just contact us. No Smokers! One pet on approval, up to 45lbs.

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

The Sandy Sanctuary

Ready for a break? Want a weekend getaway, a lot closer to recreation? The Sandy Sanctuary is your spot! We've designed this studio to be a space where you can unwind, surrounded by giant evergreens on the outside, and filled with delightful offerings on the inside. Whether you're a weekend warrior, or just want a break from the grind, we think you'll find this a blissful place to rest your head. Located on the edge of Sandy, it's walkable to food carts and coffee, as well as stunning trails!

Heated Glamping tent, Action sports- Site 3

Nestled at the foot of Mt. Hood and its year-round lift-accessible snow, these indulgent canvas platform tents place you on the campus of one of the world's premiere action sports destinations. With Sandy Ridge bike trails within a mile and over 1-acre of skateboard park, there is something for everyone. Your luxurious tent site is one of ten featuring a communal campfire and picnic tables. At various times, you'll have access to our famous private skate parks, trails, and fitness center.

Artistic Boho Romantic Woodshed

This warm and cozy close-in country sanctuary is like nothing you've EVER seen! If you like affordable ultimate glamping, then look no further! The fire pit, creative décor, heat pump, table/chairs, weekly serviced private portapotty (equals most of cleaning fee), sink, HD TV, WiFi, Alexa, outdoor covered heated shower w/view, AND 2 friendly Scottish Highland cows you can feed and interact with! We welcome ALL colors, religions, LGBTQ , Cannabis friendly! Cigs OK by fire pit only.

Historic Steiner log cabin on Mt Hood

Stay in one of the most charming vintage cabins on Mt. Hood, hand-built in 1930 by Oregon's famous cabin builder, Henry Steiner. Experience authentic cabin life as you cozy up with blanket and book by the fire, cook delicious meals, or fall asleep to the soft patter of rain on the roof. This one-of-a-kind cabin is truly a historic treasure. Every detail has been lovingly restored, featuring beautiful log walls, sleeping loft, clawfoot tub, and stone fireplace.

The Woodlands Hideout

The Woodlands Hideout is a small intentional semi-offgrid retreat space, featured on Dwell. It was designed and built by Further Society and created to allow guests to immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

Stargazing Glamping | Swim | Oasis

Sip a cup of coffee on your private deck overlooking the forest. Swim in our natural spring-fed little lake, canoe, or read a book in a hammock. Make memories in nature at The Hideout. With a Lotus Belle Tent surrounded by wildlife and stars galore, our magical oasis will be your unforgettable getaway. *we do not have a zipline for public use - this is not included in your rental and not available for use*